Synthesis of a cycloallin derivative from β-cyclodextrin: Heptakis(2,3-dideoxy-2,3-epithio)-β-cycloallin

Angewandte Chemie - International Edition

Volumn 44, Issue 27, 2005, Pages 4201-4204

  Fukudome, Makoto ^a   Shiratani, Tomonori ^b   Immel, Stefan ^c   Nogami, Yasuyoshi ^b   Yuan, De Qi ^a   Fujita, Kahee ^a  

^a NAGASAKI UNIVERSITY   (Japan)

^b DAIICHI UNIVERSITY OF PHARMACY   (Japan)

^c DARMSTADT UNIVERSITY OF TECHNOLOGY   (Germany)

Author keywords

Cyclic oligosaccharides; Cycloallin; Cyclodextrins; Episulfides

Indexed keywords

ATOMS; MATHEMATICAL MODELS; MOLECULES; SULFUR; SYNTHESIS (CHEMICAL);

CYCLOALLINS; CYCLODEXTRIN; MOLECULAR MODELING;

SUGARS;

CYCLOALLIIN; CYCLODEXTRIN; HEPTAKIS(2,3 DIDEOXY 2,3 EPITHIO) BETA CYCLOALLIN; HEPTAKIS(2,3-DIDEOXY-2,3-EPITHIO)-BETA-CYCLOALLIN; PIPECOLIC ACID DERIVATIVE; SULFUR;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; CONFORMATION; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; SYNTHESIS;

CYCLODEXTRINS; MAGNETIC RESONANCE SPECTROSCOPY; MODELS, MOLECULAR; MOLECULAR CONFORMATION; PIPECOLIC ACIDS; SULFUR;

EID: 22144493358     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200462678     Document Type: Article

References (28)

1. Cyclodextrins: Special Issue, Chem. Rev. 1998, 5;
2. Comprehensive Supramolecular Chemistry, Pergamon, Oxford, 1996;
3. F. W. Lichtenthaler, S. Immel, J. Inclusion Phenom. Mol. Recognit. Chem. 1996, 25, 3-16;
4. Monographs in Supramolecular Chemistry, The Royal Society of Chemistry, 1994.
5. a) D.-Q. Yuan, T. Tahara, W.-H. Chen, Y. Okabe, C. Yang, Y. Yagi, Y. Nogami, M. Fukudome, K. Fujita, J. Org. Chem. 2003, 68, 9456-9466;
6. b) A. R. Khan, P. Forgo, K. J. Stine, V. T. D'Souza, Chem. Rev. 1998, 98, 1977-1996.
7. A. Gadelle, J. Defaye, Angew. Chem. 1991, 103, 94-95;
8. Angew. Chem. Int. Ed. Engl. 1991, 30, 78-80;
9. P. R. Ashton, P. Ellwood, I. Staton, J. F. Stoddart, Angew. Chem. 1991, 103, 96-97;
10. Angew. Chem. Int. Ed. Engl. 1991, 30, 80-81;
11. H. Yamamura, K. Fujita, Chem. Pharm. Bull. 1991, 39, 2505-2508.
12. P. Zhang, A. W. Coleman, Supramol. Chem. 1993, 2, 255-263.
13. A. W. Coleman, P. Zhang, C-C. Ling, J. Mahuteau, H. Parrot-Lopez, M. Miocque, Supramol. Chem. 1992, 1, 11-14;
14. A. R. Kahn, L. Barton, V. T. D'Souza, J. Chem. Soc. Chem. Commun. 1992, 1112-1114.
15. K. Fujita, H. Shimada, K. Ohta, Y. Nogami, K. Nasu, T. Koga, Angew. Chem. 1995, 107, 1783-1784;
16. Angew. Chem. Int. Ed. Engl. 1995, 34, 1621-1622;
17. Y. Nogami, K. Nasu, T. Koga, K. Ohta, K. Fujita, S. Immel, H. J. Lindner, G. E. Schmitt, F. W. Lichtenthaler, Angew. Chem. 1997, 109, 1987-1991;
18. Angew. Chem. Int. Ed. Engl. 1997, 36, 1899-1902.
19. A. R. Kahn, W. Tong, V. T. D'Souza, Supramol. Chem. 1995, 4, 243-246.
20. C. Yang, D.-Q. Yuan, Y. Nogami, K. Fujita, Tetrahedron Lett. 2003, 44, 4641-4644;
21. H. J. Lindner, F. W. Lichtenthaler, K. Fujita, C. Yang, D.-Q. Yuan, Y. Nogami, Acta Crystallogr. Sect. E 2003, 59, 387-389.
22. M. V. Jesudason, L. N. Owen, J. Chem. Soc. Perkin Trans. 1 1974, 2019-2024.
23. 0 nomenclature, H denotes half-chair conformations with the Cremer-Pople ring-puckering parameters at Θ = 30° and φ= (30 + nπ/3)°.
24. X. Wu, F. Kong, D. Lu, G. Li, Carbohydr. Res. 1992, 235, 163.
25. S. Immel, K. Fujita, H. J. Lindner, Y. Nogami, F. W. Lichtenthaler, Chem. Eur. J. 2000, 6, 2327-2333;
26. S. Immel, F. W. Lichtenthaler, H. J. Lindner, K. Fujita, M. Fukudome, Y. Nogami, Tetrahedron: Asymmetry 2000, 11, 27-36.
27. M. L. Connolly, Science 1983, 221, 709-713.
28. +-MOLecular ARCHitecture Modeling Program v7.70, Technical University of Darmstadt, Germany, 2005; http://caramel.oc. chemie.tu-darmstadt.de/immel/.